Family-friendly vacation rentals in Helotes

Luxurious Retreat Between Six Flags and SeaWorld.

Hill Country retreat overlooking the city. Private quarters with separate entrance, spacious living room, full kitchen, bedroom w/closet, bathroom w/shower, and a covered sitting area overlooking city. 15 minutes from Fiesta Texas and Sea World, 25 minutes from downtown, and one mile away from Old Town Helotes. Pool & hot tub are available for additional fee of $50 per pool use in the morning 9:00 - 4:00, or in the evening 4:00 -10:00. Pool is not heated during colder months, only hot tub is.

Ideal for Couples. Great value. Close to Downtown

250+ reviews. Cozy carriage apartment with urban San Antonio feel. Close to River Walk and the Pearl Brewery where you can find some of the city's favorite and eclectic dining spots, shopping and an incredible farmer's market. Nearby upscale shopping at The Quarry off US 281. Minutes from Zoo, River Walk and Airport. Great location for students/guests visiting nearby universities and families attending military graduations. Easy downtown access. Secure gated parking. Short Uber to downtown.

Secluded Medina River Cabin

Welcome to the river house, our little slice of central Texas heaven! Here you’ll find a comfy, secluded, private home on the banks of the Medina river, located 45 minutes outside of San Antonio and a short 15 minute drive to Bandara. This recently renovated two bedroom all rock home has a bonus room, a large full bath, spare half bath, and everything a family could need to enjoy a great trip to the Medina river. The river is very family friendly and 100 yards directly in front of the house.

Madrona Casita | Romantic Stay w/ Hot Tub & Views

Perched on a hillside overlooking Red Bluff Creek, the Casita at Madrona Ranch has everything you need for a relaxing family getaway! This is one of the best waterfront cabin rentals we have at Backroads Reservations, with its amazing views of the Hill Country, quiet rural setting, and convenience to the shops and attractions of nearby Pipe Creek and Boerne. Inside and out-from the tree-lined property to the rustic beamed ceilings, this sweet little cabin has to be seen to be believed!

Medina River Cabins - River House

**Please inquire about 45% discount for stays 28 days or longer during select months** This cozy cottage on the Medina River is perfect for groups wanting to escape from the hustle bustle of the city. Located in a quiet neighborhood just steps away from the river. Tube, swim, fish or just relax. The large tree covered patio is great for BBQing and watching wildlife. The 2 bdr/1 bath home sleeps 6 comfortably. Dog friendly, up to two welcome. Let me know if they’re coming with you.

Grey Forest Cottages (Studio Cottage)

Enjoy your stay in this quaint garden cottage with updated kitchen and bath with a country feel. This cottage is perfect for a romantic getaway or if your visiting Floore's Country Store, Sea World or Six Flags, all of which are only minutes away. Your cottage sits as a stand alone in the back of this historic hill country property. This pocket of paradise is nestled right on the outskirts of NW San Antonio and was home to the famous landscape artist Robert Wood back in the 1930's.

Country Cottage, relax on patio in hill country

Historic house with early German Texas architecture of hand cut limestone. Gracious front porch has hill country views. Biergarten patio. Original fireplace, hardwood floors. Elegant floor-to-ceiling windows let in lots of light. Two queen bedrooms, fold out sofa for two more guests. Cable/wifi. Modern appliances, farmhouse sink, pass-through to living room. Dining table plus breakfast bar. Coffee, sugar, filters provided. Open shower with rainfall shower head.

Hill Country Carriage House

We are currently booked until 9/1/2025. We have everything you need for a romantic getaway, business travel or fun family time. We live in a wonderful neighborhood where deer and chickens roam free. We are about a 5 minute drive to/from Main Street and in the very heart of the Texas Hill Country. Southern hospitality, hiking trails, wineries, brew haus, music venues and everything the great HC offers is here. Come be our guest! Read entire site for info!

B & P's Getaway

Best location...10 minutes to Sea World, Fiesta (Six Flags), La Cantera Shopping, 15 minutes to Rim, 25 minutes to River Walk. Quiet neighborhood close to Old Helotes. All houses are on acreage. Very kind and friendly host. New construction. Save money by using fully equipped kitchen. The playground is available for the younger guests. This apartment is on second floor and detached from main house offering excellent privacy.